I was wondering the same thing, found this another TMC discussion...
"Ok, found my answer. After an incredible 45 minute long wait with Tesla Insurance, I spoke with Glenn who told me in short that version 2.0 has to be approved by each individual state's commission that oversees vehicle insurance. Currently, only two states are on Version 2.0. Glenn also said he was actually part of the internal team that helped make the changes from 1.2 to 2.0 (specifically around the late night driving). So, until my state (CO) approval's Tesla's insurance changes that includes version 2.0, I will be stuck on version 1.2
Also, changing from version 1.2 to 2.0 only occurs at the end of your term. Since Tesla does six month terms, the earliest I could hope to go from 1.2 to 2.0 is September of this year (again, pending state approval).
Hope this helps people! I told them they really should add this to their FAQ on Tesla's site."